반응 #59829

반응 방정식

ethyl acetate

ethyl 2-bromoisobutyrate

2-(4-bromophenyl)ethanol

sodium hydride

→

title compound

수율 15.2%

Ethyl 2-[2-(4-bromophenyl)ethoxy]-2-methylpropionate

수율 15.2%

용매

THF

반응 조건

후처리

1. 1
   workup.STIRRINGthe mixture was stirred at room temperature for 12 hours
2. 2
   기타a saturated aqueous ammonium chloride solution, and the organic layer was separated
3. 3
   추출The aqueous layer was extracted twice with ethyl acetate
4. 4
   기타The organic layer was collected
5. 5
   건조dried over anhydrous sodium sulfate
6. 6
   여과filtered
7. 7
   기타the solvent was evaporated under reduced pressure
8. 8
   기타The resultant was purified by silica gel column chromatography (hexane:ethyl acetate=10:1)

실험 절차

To a solution of 2-(4-bromophenyl)ethanol (1 g, 5 mmol) in THF (15 ml) was added sodium hydride (60% in parafin liquid) (220 mg, 5.5 mmol) at 0° C., and the mixture was stirred at room temperature for 15 minutes. To the mixture was added ethyl 2-bromoisobutyrate (1.08 g, 5.5 mmol), and the mixture was stirred at room temperature for 12 hours. To this reaction solution were added ethyl acetate and a saturated aqueous ammonium chloride solution, and the organic layer was separated. The aqueous layer was extracted twice with ethyl acetate, and the extracts were combined with the organic layer. The organic layer was collected, dried over anhydrous sodium sulfate, filtered, and the solvent was evaporated under reduced pressure. The resultant was purified by silica gel column chromatography (hexane:ethyl acetate=10:1) to give the title compound (240 mg, 15%).

출처